In short
A deep dive into an Alaska tourism gift/jewelry/art retailer (founded 1908) doing about $1.6M revenue and ~$512K adjusted EBITDA, asking ~$2.2–2.25M, plus ~$500K inventory and ~$92K FF&E. The hosts focus on deal structure for seasonal businesses, SBA underwriting challenges (cash flow gaps), working-capital forecasting, and how loan brokers can match deals to banks that will fund them. They also flag a major “catch”: a new cruise terminal that may re-route passenger flow, potentially making the business hard to underwrite and even “unsellable” for years.
Guests/backgrounds
JC Strauss of Archstone Business Brokers (deal source; Orange County-based). Heather and Michael are the co-hosts; Girdleyclaw is the deal researcher mentioned.
Key claims
Location drives “tourist trap” economics; this is highly seasonal (May–September); SBA may be difficult; seller financing is likely; broker-led lender targeting improves approval odds.
Notable examples
Cruise passengers walking off ships into the store; “close at start of busy season” and monthly working-capital forecasts; Juneau/Anchorage cruise terminal discussion; “bag holder” risk if terminal moves.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOTransitioning to the Main Topic
0:49 to 2:18
Hosts prepare to dive into the gift shop business discussion.
“other people who want to invest in acquisition deals.”
Transitioning to the Main Topic
2:26 to 3:15
Hosts prepare to dive into the gift shop business discussion.
“Talk Girdley at the beginning on Wegovy.”
Overview of the Alaska Gift Shop
3:15 to 7:16
Detailed discussion about the Alaska gift shop's history, revenue, and operational insights.
“Again, shout out to Girdlyclaw, who is now our captive deal researcher and is scouring the internet for interesting deals for us to do.”
Business Operations and Location Insights
7:16 to 12:11
Examining the gift shop's location, customer base, and operational challenges.
“The operation occupies a large 12 ,000-square-foot retail building.”
Lifestyle and Long-term Viability
12:11 to 14:03
Discussion on the business model's lifestyle appeal and long-term sustainability.
“There's no business without the building.”
Life in Alaska's Gift Shop Economy
14:03 to 15:19
Explore the lifestyle and economic model of seasonal businesses in Alaska.
“It's actually a pretty cool thing if you were from Texas or Arizona or someplace like that, Orange County, and you want to get away from the horrible weather each season and make that your life.”
The Economics of Tourist Traps
15:23 to 17:29
Learn about the economic principles that govern tourist traps and their pricing strategies.
“microeconomics around tourist traps like this.”
Changing Demographics and Cruise Trends
17:32 to 19:39
Discuss how shifting demographics and preferences impact the cruise industry and tourism.
“Um, but, uh, the question I have for you guys is how do you think the macro kind of trends of what's going on in the world affect this?”
Investing in Seasonal Businesses
19:40 to 21:04
Examine the challenges and considerations when investing in seasonal tourist businesses.
“adventure cruise versus drink margaritas and bake in the sun, Cancun cruise.”
Financing Seasonal Business Ventures
21:05 to 22:35
Understand the financial strategies for managing cash flow in seasonal businesses.
“one of the other little towns, because to Michael's point, if the cruise ship stops coming, either because the demand for cruises is not there or the cruise ship goes, we're dropping this port for a different one.”
Show all 17 chapters
Analyzing New Cruise Terminal Impacts
26:23 to 28:00
Discover the potential risks and benefits of new cruise terminal developments.
“I said, Claude, which cities in Alaska are building new cruise terminals currently?”
The Impact of the Cruise Ship Terminal Move
28:00 to 30:40
Discussion on how the announcement of a new cruise ship terminal affects the sellability of a long-standing business.
“I mean, that is, this is, that changed the whole thing.”
The Hands-On Approach to Retail Success
30:40 to 34:10
Exploring the necessity for active management and personal involvement in small retail businesses.
“And that is why I always tell people, if you have a willing buyer who is willing to buy your business at a fair price, you should sell the business because you just never know.”
Potential for Systematization in Old Businesses
34:10 to 36:40
Debating whether a long-established gift shop can be run with less hands-on management due to its stable product line.
“think, yeah, this could be fine, but I think over time that's going to degrade without that kind of care feeding and ownership kind of mentality being hands-on.”
Navigating Financing Challenges with Business Changes
36:40 to 42:00
Examining the complexities of obtaining loans for businesses facing significant changes, such as a new cruise terminal.
“But I do, I'm thumbs up on this business.”
Understanding Loan Brokers and Banks
42:00 to 43:50
Learn the importance of using loan brokers for financing unique business deals.
“I get a recommendation from my buddy who has his SBA lender who did great for him, right?”
Challenges with SBA Loans
43:50 to 44:19
Discover the complexities of securing SBA loans and potential pitfalls.
“But when I kind of understood the business model I was about to go into, I thought this is a win-win.”
Transcript
Automatic transcript. May contain errors.0:00Hello, everyone, and welcome back to Acquisitions Anonymous. This is the internet's number one podcast on buying, selling, and operating small businesses. And we have got an awesome episode for you today. This one fired me up. We went for almost 40 minutes because we had so much to talk about. On the surface, this looks like a gift shop in Alaska. It's doing over half a million of SDE. But there are so many layers on it. We get into, especially in the back half of the episode, how to structure SBA deals. if there are some hiccups in the business or some things that you might kill the deal, how to work around those and still get a loan done.
0:36We talk about how to work with loan brokers on the back end of the episode. We talk about how to structure deals for seasonal businesses. So there's a lot more that meets the eye on this one. I really enjoyed it. I hope you also enjoy this episode of Acquisitions Anonymous.
0:58Just the Plus Inventory.
1:28other people who want to invest in acquisition deals. So if you want to back somebody buying a small business, CapitalPad is the place to do it. And if you want to buy a business and need capital, you can go on CapitalPad to be introduced to investors. So the really great thing too from the investor side is that CapitalPad takes care of all of the details that can get hairy with small business acquisitions. They handle standardized terms, standardized governance, standardized distributions all up front in black and white. Basically, Capital Pad professionalizes investing in small businesses, and the returns can be really, really good.
2:08I'm so stoked they exist. It's founded by my friend Travis, who is a phenomenal entrepreneur in his own right. So if this sounds like something that's appealing to you, if you want to buy a small business and need capital, or if you want to invest in small businesses, go check out CapitalPad.com and tell them that Acquisitions Anonymous sent you. All right. Well, we are all warmed up. Welcome to Acquisitions Anonymous. Let's go. I have my coffee. I cold brew this morning. I'm jacked. I'm excited. Talk Girdley at the beginning on Wegovy. Let's check all the boxes. You guys are just tuning in, but we just had a 15-minute pitch for Girdley to get on GLP1s.
2:48I'm not fat, I'm big boned, just so you know. You are big boned. Me too. Listeners, I don't know if you know, Girdley is like seven feet tall, IRL. I don't know if you've never met Girdley. Fun story. Michael, how long had we been friends and done the podcast before ever meeting in person? A couple of years. A couple of years. So Michael and I were legitimately friends before we finally met in person at SM Bash, the first SM Bash. And I didn't know how tall you were. And then I saw you on the street. I was like, whoa. Very tall. Yeah. How tall are you actually? Six foot six. Six foot six. Yeah.
3:29Two meters for our European listeners. Exactly two meters. How tall are you? I'm two. Yeah. Two. So yeah, I'm fired up. We have a cool deal. Again, shout out to Girdlyclaw, who is now our captive deal researcher and is scouring the internet for interesting deals for us to do. it it is delivering better more interesting like radio content for us basically like deals that are interesting to talk about than when we had a human doing it and it's just like it's three dollars a night and it just goes out and does it it's just incredible so step up listeners now you got to compete with girdly claw send us your interesting deals we will do them but this is a cool one so if you're with with us on youtube i would encourage you guys to listen to the show on YouTube because you get to see our beautiful faces and you get to see your screen and we pull up stuff during the show.
4:22So more depth on YouTube. But okay, so here's the deal for today. So this is from future sponsor of the podcast, Biz Buy Sell. One day, eventual sponsor of the podcast. Historic Alaska gift jewelry and art retailer in a prime downtown location. So this makes the second Alaska-based business. We've done the pod this month. We did the Anchorage, Alaska-based liquor store that delivered liquor by dog sled a couple of weeks ago. So if that sounds cool to you, go pull it out of the back catalog. That one was awesome. But this is also an Alaska-based business. They say they've got$1.6 million of revenue in their Alaska gift shop and half a million bucks of EBITDA.
5:06So pretty sweet 30 % EBITDA margins here selling gifts in Alaska. Uh, and they're asking 2.2 million, 2.25 million. So a little over four times, almost exactly four times, uh, for this gift shop. And if you go on, if you're seeing this picture on YouTube, this is like your classic, like mountainy gift shop. They've got stuffed mooses. They've got mugs that say Alaska on it. They got postcards of Alaska. They've got t-shirts. They got a moose head on the wall. It looks like your classic kind of, you might see the same in like Vail, Colorado, like your classic kind of touristy gift shop. But get this, founded 1908.
5:47Whoa, this business is over 100 years old. I think this might be the oldest business we've ever done on the pot. That blows me away. Talk about Lindy. Established 1908. You want to know more about it? Yeah. Yeah. Okay, here we go. So expect an opportunity to acquire a highly established Alaska tourism retail business with a downtown location in a premier cruise port destination. This is a well-known gift jewelry, souvenir apparel, and Alaskan art retailer. It has operated for more than a century and has been owned by the current family operators for 40 years. The owners are preparing for retirement and are seeking a buyer who can continue the legacy while modernizing and expanding the platform.
6:30The business is located in the heart of a historic downtown location. This is obviously Anchorage, right? There are no other places in Alaska for cruise ships to dock or go, I would think. I could be wrong, but this has got to be it. Right? Let me girdle you. I'm going to girdle you. There are a bunch of other places like Ketchikan and stuff like that. And the sources, I've actually gone with older people on these cruises. And a lot of that kind of strip that goes from the south of Anchorage, there's a lot of cruises that go from the U.S. up to there from Seattle and stuff like that. So there are a bunch of little ports.
7:04Thank you. Okay, that's helpful. So don't let me pigeonhole this thing. Maybe not Anchorage. But it is located in the heart of a historic downtown location within walking distance of major visitor attractions, the small boat harbor, and cruise passenger traffic. The operation occupies a large 12 ,000-square-foot retail building. That's big. With multiple departments, including authentic Alaskan art and carvings, jewelry, gifts, apparel, books, souvenirs, and locally sourced handcrafted merchandise. The product offerings range from affordable keepsakes to higher value original artwork, creating brand appeal across tourists, cruise passengers, RV travelers, and local customers.
7:41Financial performance has been strong and consistent despite the business being operated primarily during the May to September tourism season. So it's seasonal. Revenue was approximately 1.6 million in 2025 and adjusted EBITDA of approximately 512 ,000. Gross margins have remained attractive and the business has historically generated meaningful cashflow with minimal advertising spend and no current e-commerce platform. A buyer may have opportunities to increase revenue through online sales, digital marketing, extended seasonal or year-round operations, phone orders, improved exterior presentation, a better sign, I guess, and better monetization of the residence and adjacent parcel.
8:19The business benefits from longstanding supplier and artist relationships, a broad merchandise mix, low customer concentration, and limited key employee dependency. Current owners manage the purchasing, inventory, staffing, maintenance, and registers. Okay, so you work there. Supported by a small seasonal staff. A buyer will receive a proven retail platform, established vendor introductions, included based inventory. Wow, that's reasonable, amazing. They include the inventory on the shelves. And a transition period from the sellers. It's got half a million bucks of inventory, which is included in the asking price.
8:52I want to send this business broker a gift for just like being reasonable about that because you can't buy a gift shop without inventory. There's$92 ,000 of FF &E included in the asking price. Six full-time employees. There's a bunch more about kind of growth and expansion. They rely a lot on walk-in traffic and legacy reputation. There's meaningful upside for a buyer with retail merchandising, online marketing, tourism partnerships, and hospitality experience. It's basically, there's this gift shop. It's near the cruise terminal. People walk in, the cruise boat shows up, it dumps and busts customers on your front doorstep, literally, and they buy a whole bunch of Alaskan stuff and they leave.
9:29The seller is selling because they're retiring, offered up to one year of support and training and seller financing is available. And this comes to us by JC Strauss from Archstone Business Brokers, who looks very professional. He's wearing a suit and he looks like he knows what he's doing. I looked him up. He's out of Orange County. I was like, Like, why does this Alaska guy have such a tan? He ain't in Alaska. That makes sense. That makes sense. All right. So, Heather, is this a good business? It's a gift shop. Yeah. I mean, I think it's a very location-driven business. And what surprises me about it is I thought that I've read a lot of these gift shops near the cruise terminals and where the cruises stop are owned by the cruise companies.
10:16So, you know, this is one that's remained independent for a long, long time. And that sounds about right for Alaska. That sounds like, this sounds like a place where they would have held out, not sold to the cruise lines. But it does have me wondering, why aren't they selling to the cruise line now? Maybe just out of that spirit of independence still. But yes, I think it's really very much dependent on the lease of this location. You know, they didn't say anything about it. They didn't say, you know, there's obviously a residence there. And, you know, they say you can sort of rent that out. So I'm really curious, do these sellers own that property and they're your landlord, which would make the whole deal a lot easier?
10:58Or is there a landlord that's a third-party landlord that you're going to have to negotiate with? Because the only way this family has owned this place in this spot for so long is controlling that location, I think. Yeah, I mean, I think this is like a lease with a business wrapped around it. Yeah. Pretty much. Right? Right. Yep. It's all about. If I had to bet, I would bet they own it. Because it says you got to better monetize the residence. Yeah. And adjacent. That's the only hint. So I think these guys own the building. I mean, another hint has been there since 1908. Yeah. So I don't think they're on a hundred year lease.
11:41Probably not. And that would have been nice. I think the JCs should have told us that. because that makes it more appealing because you can get into the right kind of lease with this seller here. Are they going to try to say you got to buy the building separate? The broker here has been very reasonable on inventory and FF &E included here. But you cannot buy this business without the property, I don't think, because when the lease is up, you are screwed. I mean, you can't move this business. There's no business without the building. And the whole point is that the cruise ship dumps all the customers on your doorstep.
12:17Yep. So maybe you need a 100-year lease or you need to own the building. I don't see anything right out there. You need a fantastic lease or you need to own it. Yeah. Yeah. The photo of the inside of this store, and they only give us more, and it is gorgeous. Like this is a really well-run store. You could just look from the photo. Like things are well-merchandized. They get it in terms of what this business does, right? It's people come off the cruise ship. They're buying crap. They're overpaying for it once in their life. and they want to have something nice, whether it's a stuffed bear or a mug or postcards to take home to family and friends, or they were underpacked and they need to buy a sweatshirt.
12:56Like that's all, that says Alaska on it. So it's all really well done in terms of just looking at the photo. And I assume this is the store and not just a stock photo. I mean, they've had a hundred years to get it right. You know, it's, I mean, that's the thing. Like this is dialed, right? Like the SOPs must be fantastic. You buy from the same vendors every single time. I can't imagine there's much repeat business, so you don't have to re-merchandise the thing every couple weeks to keep it fresh. Everybody that walks in the door is their first time, and they're primed and ready to go, and they did an Alaska sweatshirt and a stuffed moose for their kids and all that stuff.
13:34We only work about four months of the year, right? And I think that's part of the beauty of this deal, Heather. We were on spring break this spring, and I was talking to an Australian couple in the town we're in. It's a very similar kind of tourist trap town. And they're like, yep, we come up here every year from, you know, the beginning of tourist season to the end of tourist season. Then we go back home. And they just come up and that's their lifestyle. Like they're moving with that and, you know, they're not spending winter, in this case, in this tourist town or in Alaska. It's actually a pretty cool thing if you were from Texas or Arizona or someplace like that, Orange County, and you want to get away from the horrible weather each season and make that your life.
14:14that you're just going to pack up and go spend the time in Alaska, you know, amongst some of the most beautiful geography on the planet. Yeah, make good money and come back and have the rest of the year to do whatever you want, wherever you want. I think this is kind of cool. And maybe that's the residents, maybe they do that. They live there just during the summer months, and then they could rent it out to somebody local when they leave. This Australian couple I talked to actually was doing exactly that. They were in a building they had rented, it had a little residence, they would come up, except the only difference was they were, it was a sushi operation.
14:44So very, very different than this, but still selling overpriced stuff to tourists. The model is the same. I think it's, I think what a lifestyle, what a great lifestyle for somebody. They were surprisingly burned out on it. Oh, really? Yeah. Yeah. I think after about 15 or 20 years, you're like, got to go back to Alaska and sell some more postcards. They felt too locked in maybe. That could happen after a period of time. But I guess at the right stage of life. It could be interesting. It would be tough with kids. I guess it needs to be bought by somebody who doesn't have those considerations, perhaps.
15:19Good empty nester business. Yeah, empty nester. Yeah. So, Bill, to nerd out on this a little bit, there is actually a whole branch of microeconomics around tourist traps like this. Sometimes they're called cruise ship economics, sometimes they're called tourist track economics. But one of the things that you see is location is above all the most important thing. Everybody's selling the same crap. It's undifferentiated. The customers are never coming back. And so what you tend to see is that everybody prices their product at a monopoly price. That's like the game theory equilibrium that happens here.
15:53And location matters everything. If you want to be the first tourist trap or the second tourist trap, you have a great business. If you're the third in line as a location, as people get off the cruise ship, you have a terrible business. And that's exactly, I think, y 'all's instinct that location, location, location, matters here is basically a covered land play is exactly right Warren. And so cover land play, the question is, is this the highest and best use of this parcel? It probably is. I'm going to guess. Yes. I think it is. I mean, maybe like a restaurant or coffee shop or something, but like that's a much harder business, you know, than this one.
16:34And it's certainly not a 30 % EBITDA margin business. And in what, 100 years, they probably tried that once. You know, you probably look back at history. They've got 12 ,000 square feet. So they probably, in that building, probably optimized for what is the highest and best use because they probably tried those other things. I mean, I think like they talk about monetizing that adjacent parcel. I wouldn't hate renting it to a Starbucks or something, or like launching a coffee shop over there, kind of flowing. like you can have like a cool mountainy coffee shop vibe, like with more of a bookstore nook corner that sort of flows into the big gift shop.
17:11Cause like, those are the two things like sell gifts, sell coffee, sell booze. You know, like those are the three things you want to sell to tourists. The first question I would ask these guys is, do you have like a little counter, like a corner of this big store where you're selling coffee? Cause that does seem like a way to monetize it even better. Um, here's your plushy bear, uh, and also your, your cup full of caffeine. Um, but, uh, the question I have for you guys is how do you think the macro kind of trends of what's going on in the world affect this? The boomers have been going on cruises like crazy for the last 20 years.
17:45They're starting to age out. My generation doesn't have as much interest in going on a highly manicured cruise through, you know, through looking out at the window of places like Alaska, like we want to get in and get our hands dirty and live like locals. and then the younger generations like my kids this is not something they're going to be doing much less buying a moose head which appears to be one of the things these guys are selling so how do you guys think about kind of the broader like are we buying this at the peak like is this is this as good as it's going to get or is it going to get better i don't know what do you i don't what do you think i think that this particular cruise alaska has a different appeal than most cruising you know i think there's a lot of cruising at least for for the u.s market is beach-based or Caribbean or, you know, something warm weather.
18:33This one's really different. And I kind of think the demand for the Alaska cruise holds up a little better. I think there's families with kids where they think that is kind of a neat vacation to take the kids to see Alaska. They're less likely to go stay in a hotel in Alaska and try to discover it that way. They might, you know, I think Alaska is probably safer than most other routes for the cruise industry. That said, you are totally dependent on it. I have looked at deals not too long ago where it was based on tourist traffic in Alaska. And, you know, you just have to look at the COVID years and see that it doesn't take much to completely shut down the cruise business.
19:18You know, any kind of viral, you know, thing that goes around can really be devastating to the industry for short periods of time. So I think there's risk there, but maybe Alaska is a little bit safer than other places. To sum up, I think what you're saying is this is more adventure cruise versus drink margaritas and bake in the sun, Cancun cruise. And the younger generation, it feels to me would index a little bit more on adventure cruise. Yeah. Uh, I mean, that being said, you know, let's say girly's right. And by the way, I love girly. I love you always pose this question, which is like, we've assumed that this is, has been true for a hundred years.
20:05Like, is this going to continue being true? You know, like you, you always bring this up about alcohol and bars or like, how is, how are the younger generations different in the older generations? And you can't fall into that trap. And I do think there's some of that here, but I don't think, I mean, knock on wood, another pandemic aside, like Michael, even if you're right, I don't think this falls off a cliff tomorrow. Right. You know, like maybe you do buy this and it's in like slow decline for the next decade or 20 years. Right. Like, I don't think like this generation isn't going to die off instantly tomorrow.
20:41So I think you probably do have a decade or two of relative worst flat, right? This business is almost impossible to grow, you know, because you only have so many cruise passengers dumped on your doorstep every day. Maybe I guess you can try to sell them more things, coffee and stuff, but like there's a little bit of a tam there. I would like this a lot better if it was Anchorage than if it was one of the other little towns, because to Michael's point, if the cruise ship stops coming, either because the demand for cruises is not there or the cruise ship goes, we're dropping this port for a different one.
21:17You are cooked. It is over. I don't think they're going to drop Anchorage. And also, even if they do, there's a little bit of an economy in Anchorage. Maybe this building still holds value. You can convert it into a restaurant or whatever, and there's local patrons. I like this way more in Anchorage than anywhere else, just for that reason, the downside protection. They did say a new terminal. They mentioned it at the bottom, like the new terminal is expected to do something. So it sounds like the cruise industry has renewed its commitment to this port if they're building a new terminal. So that's a green flag.
21:54But I agree, there's no growth here. There's just hanging on to what you've got. And that could be a little scary because you are totally dependent on cruise passengers. But I bet it's super... I mean, this is an annuity, right i mean it's been an annuity for a hundred years uh it's you're bordering on perpetuity right um you know so you structure the debt the right i mean this is perfect i mean heather is this not like sba home plate right here no there's one problem one problem seasonality uh other than that it would be but as soon as you talk to a lender and say we're only going to have cash flow five months of the year four months of the year and the rest of the time we're going to to be closed up and but we're going to still pay you those other months of the year we're going to save up enough cash and we're going to pay you that yeah that's legitimately what you should do and how you could do it but banks don't trust you to do that they don't like it when there's months that you are going to have to pay the bank that you're not getting any cash flow it's not impossible but it makes it pretty tough i can see how they wouldn't like it right but is it a deal killer because like this business is super profitable.
23:05It's got half a million dollars of EBITDA and they're asking a reasonable multiple. Like the DSCR is going to be fine. You're going to have a, what is it? You'll have probably a$1.5 million SBA loan, right? So you got 150K of principal AMOR every year plus another, I don't know, 75 of interest. So you probably got 225 of, you got your two acts covered and it's a hundred year old business. Like this should be fine if you look at it annually, but if you look at it monthly, it looks a little scarier. Right. Can you get someone there? Well, there's two things you would have to do. There are some banks that would probably still do it, but you'd have to do the following two things.
23:49You would have to for sure close at the beginning of the busy season. You're not going to close this deal in September or October and get the bank to fund it then. No, because then you're going to have to have a huge sum of cash to make the payments because you had no cash flow yourself. So you have to look at what time of year you're going to have to close this deal. And I have done deals like that where the buyer and seller agreed on an LOI and then waited five months, which is risky, but they did it successfully and then closed at the beginning of the busy season when the bank could get comfortable.
24:23The second thing you would have to do is a working capital forecast. So that's a lot more granular than the annual debt coverage. And it's not just debt coverage, it's cash. What's going on with, you know, our starting cash, our inventory? You don't even have receivables here, but basically your starting cash, your inventory, maybe some payables. And you're going to have to forecast that monthly. so you can show the bank what happens during the slow season, how much cash do you need in the bank account going into the slow season so that you can sort of chip away at that, making your payments and then be ready and not run out of cash before the next busy season begins.
25:04If you can do those two things, close at the right time and do a really good job of a working capital forecast, yes, you probably could find an SBA lender, but there are plenty of banks that would still say no, even with that. You know, they just don't want to touch a seasonal business. I mean, honestly, it's a great recipe for seller financing, right? I mean, the business brand for a hundred years, they've owned it for 40. What's seller financing it for another five, as long as they don't have to work the register. Yeah. Buying a business might be the biggest financial decision of your life. And most people try to make it alone.
25:37Cold emailing brokers, reading financials at midnight, and guessing what the numbers actually hold up. Acquisition Lab exists so you don't have to. It's the leading community, platform, and fund backing serious vetted acquisitions entrepreneurs with a standing board of advisors who've actually done this. People who will talk you out of a bad deal as fast as into a good one. The education and the deal search tools are free and open to everyone before anyone asks you for a dime. The easiest way to field that is a roundtable. It's a free live conversation where you talk through what you're actually stuck on with other buyers and advisors who've been exactly there.
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26:11Nothing recorded, so it always stays in the room. Sit in on the next one for free at acquisitionlab.com slash roundtables and tell them that Acquisitions Anonymous sent you. I think I found the problem. Okay, so I asked Claude first. I said, Claude, which cities in Alaska are building new cruise terminals currently? There's only one. It's Juno, which is halfway between Ketchikan, so down at the south, and up north in Anchorage, but it's on the coast. Gorgeous. There's lots of pictures of it with cruises. So that's kind of number one. So it makes it Juneau. And it's a cute little town. I see why a business like this works.
26:50That's the only other real place in Alaska, right, besides Anchorage? Yes. Exactly. Yeah. Well, you can go to Fairbanks, but that's fun. Right, yeah. It's in the middle of nowhere. So, but what's going on is the town is reconfiguring all of the cruise ship access to bring it closer to downtown. And right now, the flow means that this is a pretty darn good business. But the moment the flow of people walking off those cruise ship changes, you have to ask yourself, does that blow up this business by making us go from the number one spot to the number eight spot of tourist trap kind of economics? So that's the very, it doesn't mean that's a damning aspect of this or that it's one way or another, but that is the biggest question for me now looking at this listing.
27:40It's like, oh, what happens when the government reconfigures the new terminal is moving the flow of people, which makes sense. Right. So that, so I took the new terminal as like a positive sign, but actually it could be a big risk factor because you'd have to really see exactly where you land. Oh, wow. Oh man. And for that reason, I'm out. I'm out. And for that reason, I'm out. I mean, that is, this is, that changed the whole thing. Girdley, Sherlock Girdley. That is, I mean, that's, this is a bag holder situation. They know it's coming and they've, they've owned this thing for 40 years and it's time to get the heck out because they're moving the cruise ship terminal.
28:18Fire beware. Could be, I don't know for sure, but this is the very first question I would have. Very first question. Oh man. And I noticed they did not disclose that in the listing. Well, they said new terminal. That was enough. That was the kernel of truth here. But that was really good to kind of use that to figure out which one it is. And then you already know the flow of people off the ship is the key. It says, I mean, here in growth and expansion, it says creating a compelling tailwind for a motivated new owner. I would check and see if JC writing that is actually true. That's the thing I would say.
28:57I don't think it's DMing at this point. This is still a good business for the right person, but I would see if there's this fundamentally fundamental shift that's going to change the business dynamic entirely. I mean, if the cruise ship terminal is moving, it is fundamentally damning. Like you cannot buy this business because, because you can't forecast it. Right. So like, even if it's not going to kill the business, it is, it's a singularity for this business that you cannot see past. Right. And so you can't forecast through that. And so it makes the whole thing untransactable until the new terminal opens and you get two years of tt of trailing p &l with the new terminal location normalized yeah it has to normalize post new terminal yep right agree yep and so this is this is actually an interesting dynamic about kind of what makes a business sellable so this business they've owned it for 40 years right the as soon as the new terminal is announced.
29:52Nothing has changed, right? But everything has changed. As soon as the new terminal is announced, like the next day they open their doors, the same number of people walk through. But overnight, the business becomes unsellable because it is now has this cloud hanging over it and it's unforecastable. And so this really sucks as a business owner because like, let's say they announced the new terminal is four years away. You are now instantly in this four to six year purgatory where your business is completely unsellable, right? Even though it's four years away, no one's going to pay 4X for your business, you know, three years before the terminal opens.
30:32And so that I always empathize so much with sellers that you just get completely handcuffed to it, right? For five more years, probably in the situation I laid out. And that is why I always tell people, if you have a willing buyer who is willing to buy your business at a fair price, you should sell the business because you just never know. And even if the new terminal opens and it's fine and it doesn't affect your business, doesn't matter. You won't be able to convince a buyer to take all that risk. And your business is now not transactable for five years. And all kinds of macro things happen in business that shift the whims of investors where suddenly your category is not hot anymore.
31:19And they're not talking about it at private equity conferences. And they would look stupid amongst their private equity friends if they bought a business in whatever industry it is. And nothing's actually wrong with the business, but your industry is out of favor. You just never know. So if you have a willing buyer at a fair price, at a middle of the bell curve, 50th percentile multiple, you should probably take it. Everybody thinks, oh, if I just hold out, the business will be bigger or I want an 80th percentile outcome or whatever it is. But the stars have to align to exit a business. It is a hard thing to do.
31:54And if the iron is hot, I think you should strike. And this is an example of why. Good advice. 40 years, just one foot in front of the other, annuity style, and then boom, out of nowhere, new terminal. There's one more dynamic I want to talk about about this business, and you can see it from this photo. Little micro retailers like this, they only thrive at this level of high performance if somebody is in there making it their entire life's mission to be all over their supply chain. I would love if these goods were coming from Alaska. They ain't. They're Chinese-made and Vietnamese-made sweatshirts that have Alaska written on the front of them.
32:30And you have to be like, you'd look at how many SKUs are just in this photo of the corner of their store. Somebody is making their entire life, the other nine months of the year, like stocking and staffing or filling this business, merchandising this business the right way. And if you are somebody who does not want to do that as an owner and then find joy in micromanaging a bunch of seasonal employees, like you should not buy this business. But those are the two things like this is the thing I worry about this business is somebody buying this and thinking they could be hands-off and just collect checks.
33:01No, you need to be all up in this business to make it work, in my opinion. I think you are almost always totally right, Michael. If there was ever going to be an exception, though, might it be this business? I mean, it's 100 years old. The merch does not change. It's the same. Of all of the gift shop businesses, is this not the one that has a chance to be systematized? I mean, there is a lot of technical innovation in the stuffed animal category and the moose heads. But yeah, I hear what you're saying. You know what I mean? Like, you're totally valid point. But like, if there were ever a business that you might not need to do that for, it might be this one.
33:42Because you've been buying the same moose stuffed animals for 50 years. And I think my point is, I bet if you bought this business, it's generating 500 ,000 a year. A good 200 ,000 of that is because because in profit, a good 200 ,000 of this is because the owners are so hands-on, passionate about the merchandise, know it, talk about it when somebody comes into the store, can give a story behind it. They're in it to win it in that angle. That's what that picture tells me. And I just think, yeah, this could be fine, but I think over time that's going to degrade without that kind of care feeding and ownership kind of mentality being hands-on.
34:19I think that's what I'm arguing for. I think that's true of any business, Michael. I mean, that's fair. Right. I mean, generally, like if you if a business as part of a transaction is transitioning from owner actively managed to investor passively run, that is a risky transition. Right. Not that it can't be done. It's done all the time. It's totally possible. But you have to be aware that that is risk and you need to price that in the deal. um interestingly what this also tells you is if you own a business and you are able to execute that transition before you sell your business it makes your business a lot more valuable right if you can actually legitimately like these guys they're working the freaking register you know so now you need a buyer who's willing to work the register or you need a buyer who's willing to take on the risk of getting the ownership mentality out of the building every day.
35:11And that shrinks your buyer pool versus if you were selling this thing and going, this business is in Juneau, the owner lives in California. That's, and it's totally run remotely. And there's a GM and there's SOPs and it's been in place for 40 years. That's a totally different pitch to a buyer. Yeah. All right. The owner lives in Orange County, nine months of the year. You're probably right. So what's interesting is that actually makes it workable, right? Like, So if you're like, oh, I got to buy this business. I got to move to Juneau. They're like, you're like, oh, that sucks. Let me reframe this for you.
35:46You need to live in Juneau during the three most beautiful months of the year to live in Juneau, right? And it's like you get to vacation in Juneau and kind of retire and work the register at this kitschy gift shop. And then you get to go back to Orange County when it gets cold in Juneau. That's not so bad. It's gorgeous. You look at the photos of this little downtown. It is so cute and so gorgeous. There's waterfalls right near downtown. Just like, oh my God. So now it's quite romantic, this whole idea of working the Red Rickers three months a year and living in Orange County the other nine. Yeah, I'll go right downstairs and tell my wife about it.
36:21I'm sure she'll be stoked. This is like the reverse pizza boat. Instead of going to live in the vacation destination, you go to live in the Alaska vacation destination, and then you go back to wherever you live for the rest of the year. Yeah. All right. Let me land this plane. Girdley, you're first. Are you running downstairs to tell Mrs. Girdley you're bidding on this thing? No, not for us. But I do, I'm thumbs up on this business. I think if you can solve the future with the cruise ship kind of stuff happening and get okay with that, and then you want to live this lifestyle, I think it's a great business.
36:55Like, I really like it. Okay, nice. Heather, can you write an SBA loan for this thing? No, definitely not now. I already had the problem with seasonality to begin with, And once I discover the new terminal, if I'm a good underwriter, you know, this is something that could get by the bank, by the way. This is something the bank could miss. They could get so overly focused on the lease and the lease term or you buying the real estate and get excited about that, that they might not even do the underwriting on what happens when the terminal goes in. So I'm not now that I understand what might happen there.
37:30No, no loan here. Sorry. Needs to be seller financing. Question for you then. So, okay. So no SBA loan from you. This kind of raises a tactical question. So let's say you're buying this business. Turns out the terminal is moving, but you find a way and diligence to get comfortable with it, right? Either you bake it into your price or you feel good about it and you still want to do the deal. You're going in eyes wide open. You buy or know that the terminal is moving. You're okay with that. And in this case, substitute the terminal is moving for any big event that is coming with, but bank is, it could freak a bank out, right?
38:09Let's say I'm getting a loan for this business. Am I obligated to tell the bank that the terminal is moving or do I just tell them what that, do I answer the questions they ask? I'm not saying you hide it on purpose, but like, am I obligated to come forward with this fact that I'm comfortable with as buyer, but I know is going to wig out the bank if they don't ask me about it specifically and then get my loan and move on. What's the strategy here? Yeah. You're not obligated to just tell them every little thought that passes through your head or every little bit of analysis that you've done. And frankly, I don't think most buyers kind of know if you flood the bank with enough information, they're going to find risk in it that you may not agree with.
38:54Like if you've done, you know, you, the buyer should have done more analysis than the bank, frankly. You're the one signing the personal guarantee. You're the one that's going to really pay some consequences personally if this doesn't go well. So to your point, no, you don't have to feed them extra information that they didn't ask. But, you know, there's a middle ground there where do you, you know, are you that confident, you know, in this deal and what you're going to do if the terminal does kill your numbers. If you really know, you are, then you don't have to tell them. If you have a backup plan and you know you can pay this loan back regardless of that happening, then no, you don't need to tell them every thought process that you've gone through.
39:41To me, though, you have to kind of weigh it, right? Because you're like, okay, if the bank turns over this stone, it's going to kill my loan, right? Because banks are more conservative than equity investors generally. Right. So this thing is going to trip their risk threshold, but not mine. So if they see it, the bank's going to be out. So you basically have two options. You can not tell them and hope they don't find it and they might not. But if you do that and they do find it, you're three weeks from closing and your loan evaporates. Right. And now you can't close and it maybe blows up your deal or you go, I'm going to practically get ahead of this.
40:19I'm going to bring it to my broker, my loan broker, or my lender, like up front and give them this whole mitigation plan. And maybe they get there, maybe they don't, but at least my deal doesn't get blown up on the one yard. And there's what I would rather my clients do because as a broker, we have the whole network of all the banks to work with. So yes, some of them might not buy the mitigation plan and I can usually tell which ones wouldn't, but there are others that would. And we all, I just prefer a process where everybody kind of knows the same set of facts and made the same decision based on that same set of facts.
40:55Are you required to tell them? No, to your point, you're not. But there's some risks to not doing that. And yes, it could blow up your deal at the end if you didn't. I do think this is one of those weird things, though, that probably most banks would miss. I don't think, I think they would see terminal, new terminal going in like I did in the beginning, think positive and not even think through the, uh-oh, what does that do to the flow? And so this is probably one that bank wouldn't ask about or wouldn't assume that is going to be a problem. Yeah. It also kind of indicates the value, like the difference in the value of working with a loan broker versus just going to one bank.
41:31Because like Heather, I mean, how many banks do you work with? We have over 40 in our network now. Okay. And like some of those 40, like you've done deals with, and you know that with a proactive mitigation plan, you could probably get them there on this. And you probably know some of those banks will not touch a seasonal business with a 10 foot pole. And some of them have done seasonal businesses, right? So, you know, I go to you, I do my loan with Viso and you kind of help me package it and go to the right banks that are going to be able to swallow this pill. versus if I don't know you, I get a recommendation from my buddy who has his SBA lender who did great for him, right?
42:06And there's nothing wrong with that SBA lender. So I get a warm intro and I go, great. And I got my bank rock and roll. This guy, I have a good, this is a great banker. My buddy loved him. He was great to my buddy, et cetera. But the problem is, yours is a different deal, right? You have a seasonal gift shop in Alaska. The buddy was an e-commerce business and the credit committee of that bank might view those two completely differently. They will. Yeah. Our job is we keep data across all the responses we get back from all the banks. So we know not just what their kind of credit grid says, but what practically their credit appetite really is around things like that.
42:45So we go on a targeted search to the right banks for the deal, which is important. And that's why I want to like harp this point for people, because to me, this was the thing I did my couple deals. I didn't use a loan broker. I had no idea. I just got a warm intro from my friend, right? And, you know, I rolled the dice. But to me, this is like one of the huge hacks that has been uncovered from knowing you and doing this pod with you for the last couple of years is like, I would never do a deal now direct with a bank. I would always go to a broker because it's free. For you, the bank, whichever bank eventually funds your deal is going to pay your loan broker, right?
43:24And the bank, it kind of built into their business model. So like your pricing doesn't change. So like it's literally free and no downside, but there's like real tangible upside from working with a broker that knows the credit committee is like your chance of closing that deal goes up materially with a broker instead of just your buddies, the SBA lender that was awesome on your buddy's deal because every deal is unique. Yeah, it's a better business model. Literally, I was a banker for how many years, over 30, and I was risk averse about being an entrepreneur. But when I kind of understood the business model I was about to go into, I thought this is a win-win.
44:01This has got to work because it makes so much sense. It's just a better way to do things. Yeah, I think so too. Okay, so this SBA loan, a little tough, but generally, if anyone was going to get it done, a broker would probably be able to take it to a bank whose credit box might do it. so for me i really like this one the terminal thing i just can't buy it because the terminal is moving and i can't see past that singularity if that weren't happening i was thumbs up on this one so all right well let's wrap this thing up thank you for listening to this episode of acquisitions anonymous if you like this one i want to tell you two things the first thing is that we We have 500 more episodes just like this one on our website, which is at acquanon.com, aquanon.com.
44:48So if you want more gift shops, we've done them. If you want construction companies, we've done them. E-commerce companies, we've done them. Ad agencies, we've done them. Whatever you're into, you can filter by industry on our website and you can listen to us riff on all kinds of different stuff. Second, if you are listening to this, but you don't have time to listen to all this audio every single week, get on our email newsletter. Again, go to the website. we will just email you summaries of the episodes. So you don't need to listen to our voices necessarily, but you can still stay in the loop and kind of stay on top of our pod and dip in when it seems interesting to you.
45:19So all that is on our website. Thank you for listening to this episode of Acquisitions Anonymous. We'll see you next time.
From the publisher
In this episode, the panel analyzes a 100-year-old Alaska gift shop serving cruise passengers, uncovering how location risk, seasonality, and SBA financing can completely change the value of an otherwise exceptional business.
Business Listing – https://www.bizbuysell.com/business-opportunity/historic-alaska-gift-jewelry-and-art-retailer-prime-downtown-location/2519758/
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This episode examines a historic Alaska gift shop that has been operating since 1908, generating approximately $1.6 million in annual revenue and more than $500,000 in seller's discretionary earnings while serving cruise ship passengers during Alaska's busy tourism season. With over a century of operating history, the business appears to be a straightforward retail acquisition—but the deeper analysis reveals several critical considerations buyers can't afford to overlook.
Key Highlights:
- Historic Alaska gift shop established in 1908 with approximately $1.6M revenue and $500K+ SDE.
- Seasonal tourism business benefiting from cruise ship passenger traffic and decades of brand recognition.
- Major discussion on how relocating a cruise terminal could dramatically impact business value.
- Deep dive into SBA financing challenges for highly seasonal businesses and strategies to structure successful deals.
- Lessons on seller financing, working capital forecasting, and why location-dependent businesses require exceptional due diligence.
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